Cheap Flights from Toronto (YYZ) to Chicago (ORD) from HK$927~

View HK$927 flight on Sun, 1 Feb 2026Opens in a new window

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare Intl. Airport (ORD)

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Find Cheap Flights from Toronto (YYZ) to Chicago (ORD)

Prices were available within the past 7 days and start at HK$927 for one-way flights and HK$1,510 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, 9 Feb - Mon, 23 Feb
YYZ
Toronto
ORD
Chicago
HK$1,510 Return, found 11 hours ago
HK$1,510
Return
found 11 hours ago
Select Air Canada flight, departing Mon, 9 Feb from Toronto to Chicago, returning Mon, 23 Feb, priced at HK$1,510 found 11 hours ago
Air Canada
Thu, 5 Feb - Sun, 8 Feb
YYZ
Toronto
ORD
Chicago
HK$1,511 Return, found 1 day ago
HK$1,511
Return
found 1 day ago
Select Air Canada flight, departing Thu, 5 Feb from Toronto to Chicago, returning Sun, 8 Feb, priced at HK$1,511 found 1 day ago
Air Canada
Thu, 5 Feb - Mon, 23 Feb
YYZ
Toronto
ORD
Chicago
HK$1,563 Return, found 11 hours ago
HK$1,563
Return
found 11 hours ago
Select Air Canada flight, departing Thu, 5 Feb from Toronto to Chicago, returning Mon, 23 Feb, priced at HK$1,563 found 11 hours ago
United
Wed, 4 Feb - Thu, 12 Feb
YYZ
Toronto
ORD
Chicago
HK$1,646 Return, found 3 days ago
HK$1,646
Return
found 3 days ago
Select United flight, departing Wed, 4 Feb from Toronto to Chicago, returning Thu, 12 Feb, priced at HK$1,646 found 3 days ago
Delta
Thu, 5 Feb - Fri, 20 Feb
YYZ
Toronto
ORD
Chicago
HK$1,659 Return, found 11 hours ago
HK$1,659
Return
found 11 hours ago
Select Delta flight, departing Thu, 5 Feb from Toronto to Chicago, returning Fri, 20 Feb, priced at HK$1,659 found 11 hours ago
Delta
Wed, 4 Feb - Thu, 12 Feb
YYZ
Toronto
ORD
Chicago
HK$1,661 Return, found 3 days ago
HK$1,661
Return
found 3 days ago
Select Delta flight, departing Wed, 4 Feb from Toronto to Chicago, returning Thu, 12 Feb, priced at HK$1,661 found 3 days ago
United
Wed, 4 Feb - Thu, 12 Feb
YYZ
Toronto
ORD
Chicago
HK$1,671 Return, found 3 days ago
HK$1,671
Return
found 3 days ago
Select United flight, departing Wed, 4 Feb from Toronto to Chicago, returning Thu, 12 Feb, priced at HK$1,671 found 3 days ago
Delta
Wed, 4 Feb - Thu, 12 Feb
YYZ
Toronto
ORD
Chicago
HK$1,674 Return, found 3 days ago
HK$1,674
Return
found 3 days ago
Select Delta flight, departing Wed, 4 Feb from Toronto to Chicago, returning Thu, 12 Feb, priced at HK$1,674 found 3 days ago
Air Canada
Wed, 28 Jan - Fri, 6 Feb
YYZ
Toronto
ORD
Chicago
HK$1,689 Return, found 11 hours ago
HK$1,689
Return
found 11 hours ago
Select Air Canada flight, departing Wed, 28 Jan from Toronto to Chicago, returning Fri, 6 Feb, priced at HK$1,689 found 11 hours ago
American Airlines
Wed, 4 Feb - Thu, 12 Feb
YYZ
Toronto
ORD
Chicago
HK$1,767 Return, found 3 days ago
HK$1,767
Return
found 3 days ago
Select American Airlines flight, departing Wed, 4 Feb from Toronto to Chicago, returning Thu, 12 Feb, priced at HK$1,767 found 3 days ago

Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD)

February is typically the cheapest month to fly

From HK$1,187 - HK$2,010 per traveller.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from HK$2,571
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from HK$2,571
0
Toronto to Chicago route information
Origin airport
Pearson Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Return price
HK$1,449
Distance
697 km

Flights from Toronto to Chicago

Book cheap flights from Toronto (YYZ) to Chicago (ORD) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Toronto (YYZ) to Chicago (ORD) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Toronto (YYZ) to Chicago (ORD) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$927 now!

 

Frequently asked questions

How much is a flight from Toronto Pearson Airport to O'Hare Airport?
The lowest price advertised for a round-trip flight between Toronton Pearson and O'Hare Airport is HK$1,510. But you better get a move on. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pearson Intl. Airport (YYZ) to ORD?
Most flights can be canceled online, but every airline has its own terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Pearson Intl. Airport (YYZ) to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Pearson Intl. Airport (YYZ) to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)?
It's just 700 kilometers between Toronto Pearson Airport and O'Hare Intl. Airport (ORD). Chances are you'll spend more time traveling to and from the airport than you will actually flying!
Which airlines fly direct from YYZ to ORD?
American Airlines (AA) is one of the top choices for travelers jetting between YYZ and O'Hare Intl. Airport (ORD). Select from the 152 flights it offers on this route each month. You could also have a look at the deals on offer with United Airlines (UA). This carrier operates 152 flights a month between Mississauga and Chicago.
Are Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Pearson Intl. Airport (YYZ) to O'Hare Airport at the last minute could save you some serious cash. However, it could end up costing a good deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated on Expedia all the time.

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